Coating composition



Patented Feb. 22, 1944 COATING COMPOSITION Joy G. Lichty, Stow, Ohio, assignor to Wingfoot Corporation, Akron, Ohio, a corporation of Delaware No Drawing. Application September 26, 1941, Serial No. 412,471

4 Claims.

The crystallizers of this invention may be added to various varnishes. They are particularly suited for use in nitrocellulose lacquers and in lacquers of rubber derivatives. They may be used in alcoholic varnishes.

Vegetable oils, .such as drying oils, etc. may be added to the lacquers or other varnishes. Coloring pigments and dyestuffs, of course, may be added without interfering with-the action of the crystallizer,

The crystallizers of this invention may be used, for example, in lacquers of cyclized rubber, such Parts by weight Pliolite 131-A 30.0 Xylene 5.0 Ethylene dichloride 20.0

as the Pliolite lacquers produced by The Good- I year Tire 8: Rubber Company. For instance, they may be used in Pliolite l3l-A which consists of:

Parts by v weight Cyclized rubber m--. 2.16 Raw tung nil 0.08 Mineral spir 4.98

The following formulas are for crystallizing lacquers made from this particular Pliolite composition. The preparation of the crystallizers' employed is described in German Patent No.

A 4% solution of beta (beta naphthoxy) propionitrile The tung oil may be omitted or a different oil may be added. A vegetable oil, it used, may be employed in larger or smaller quantities than in the Pliolite composition given above.'

Instead of employing aryloxy derivatives the beta alkoxy propionitriles may be employed as crystalllzers. In general, the higher alkoxy' derivatives, up to those including as many as six or eight or ten carbon atoms, are to be preferred to the methoxy derivative. The lower members of the series which are liquid are, of course, not suitable. It is the crystalline members only which can be employed. 0

Instead of using the propionitriles, propionamides may be used for crystallizing. They may be formed by hydrolysis of the "correspondin nitriles. Suitable crystallizers are the beta alkoxy propionamides including the methoxy. ethoxy, butoxy and other alkoxy derivatives up to those containing six, eight or ten carbon atoms. The beta aryloxypropionamides may likewise be used including the phenoxy derivative and the alpha and beta naphthoxy derivatives. The method of reparing phenoxypropionamide is given as illustrating the preparation of the propionamides:

Phenoxypropionitrile was treated with an excess of hydrogen chloride at atemperature of l0-15f C. Isobutyl alcohol and dlethyl ether were the solvents used in this reaction. This product was then treated with water to hydrolyze the imino ether hydrochloride and extracted with benzene. The benzene extract was then treated with an aqueous solution of sodium bicarbonate.

The resulting benzene solution on evaporation gave the phenoxypropionamide which on recrystallizing from alcohol melted at 118-119 C.

Trichloropropionamide may likewise be used as a crystallizer. This may be formed as follows: 24 parts of dry hydrochloride is added to a solution of 95.3 parts of trichlorpropionitrile in 67 parts of anhydrous isopropyl alcohol. After the solution has become viscous sumcient water is added to cause the solution to separate into two layers. After separation the lower layer is distilled to remove the more volatile constituents.

The residue is alpha-dlchloro-bet'a chloropropionamide which on purification melts at 57" C.

What I claim is: 1. A crystallizing varnish which comprises a varnish film-taming ingredient, a solvent thereten carbon atoms.

2. A crystallizing varnish oi the type claimed in claim 1 characterized by the fact that it con- :in: nitrocellulose as the iilm-tormin: inneen 3.Acrystallizingvarnishotthetweclaimed m claim 1 characterisedbythei'actthatitcon- 5 tains cyclized rubber as the iihn i'orming ingredient.

4. A crystallizing 'varnish which comprises a varnish film-forming ingredient and as the crystaliizing ingredient beta phenoxy propionitrile l0 and a solvent vehicle in which the film-running ingredient and the crystallizing ingredients are soluble.

JOY G. HCHTY. 

